Over his career, Hooper scored 100 runs or higher three times; batted .300 or higher five times, and stole 20 or more bases nine times. He also finished in the top ten list in triples seven times and in home runs three times.

On May 30, 1913 Hooper became the first player to hit a home run to leadoff both games of a doubleheader, a mark only matched by Rickey Henderson 80 years later. Beside this, Hooper is the only person to be a part of four Red Sox World Series championships: in 1912, 1915, 1916 and 1918. On October 13, 1915, he became the second player to hit two home runs in a single World Series game. Hooper was also the captain of the Red Sox in 1919.